Update 17/07/27: As this is the most-voted answer, I should update this to include current information locally (with links to the references).
From the spec [1]:
The aside element represents a section of a page that consists of content that is tangentially related to the content of the parenting sectioning content, and which could be considered separate from that content. Such sections are often represented as sidebars in printed typography.
Great! Exactly what we're looking for. In addition, it is best to check on <section>
as well.
The section element represents a generic section of a document or application. A section, in this context, is a thematic grouping of content. Each section should be identified, typically by including a heading (h1-h6 element) as a child of the section element.
...
A general rule is that the section element is appropriate only if the element’s contents would be listed explicitly in the document’s outline.
Excellent. Just what we're looking for. As opposed to <article>
[2] which is for "self-contained" content, <section>
allows for related content that isn't stand-alone, or generic enough for a <div>
element.
As such, the spec seems to suggest that using Option 1, <aside>
with <section>
children is best practice.
References